HCID 69338924, compound → HCID 69736006, compound

Participants

Reaction Steps

(2R)-Acetylamino-2-methyl-4-[5-(5-phenylpent-1-ynyl)thiophen-2-yl]butyl acetate (337 mg, 0.82 mmol) obtained in Example 49(a) was dissolved in methanol (17 ml), and 10% palladium-charcoal (170 mg) was added thereto followed by stirring for 16 hours under a hydrogen atmosphere. After the catalyst was filtered out through Celite, the filtrate was evaporated to dryness under reduced pressure to give (2R)-acetylamino-2-methyl-4-[5-(5-phenylpentyl)thiophen-2-yl]butyl acetate (318 mg, 93% yield). The obtained (2R)-acetylamino-2-methyl-4-[5-(5-phenylpentyl)thiophen-2-yl]butyl acetate (298 mg, 0.72 mmol) was dissolved in 6 ml of a mixture solvent (tetrahydrofuran:methanol:water=1:1:1), and lithium hydroxide monohydrate (301 mg, 7.17 mmol) was added thereto followed by stirring for 6 hours at 50° C. The reaction solution was poured into water, extracted with ethyl acetate, and after the ethyl acetate layer was dried over anhydrous sodium sulfate, the solvent was evaporated in vacuo. The residue (243 mg) was dissolved in methanol, and oxalic acid (65 mg, 0.72 mmol) was added thereto to precipitate crystals. The crystals were filtered off to afford the title compound (251 mg, 83% yield) as white crystals.

Provenance & Evidence